We hope you love our recommendations! Some may have been sent as samples, but all were independently selected by our editors. Just FYI, BuzzFeed and its publishing partners may collect a share of sales and/or other compensation from the links on this page.
Unless otherwise specified, all sizes in this post are listed in women’s.
1. A pair of Amazon Essentials ankle boots available in faux suede or faux leather that are, quite simply, ~essential~ in any boot enthusiast's collection.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: The product description suggests ordering half a size up.
Promising review: "I was taking a chance buying a pair of boots that didn’t cost and arm and a leg, but was so surprised at the quality of these boots! They’re so stylish and so comfortable and they go with all of my jeans. I wear them to work as a paralegal but also casually. They’re perfect. I highly recommend them!" —Emmily Nelson
Get them from Amazon for $29.70+ (available in sizes 5–15 with wide options, plus two black styles).
2. A stretchy Everlane black bootie crafted with ribbed knit fabric beloved by reviewers for its ability to be *comfortably* worn right out of the box. Plus, it's made from renewed plastic bottles!
Promising review: "This boot fits like a glove and hugs your feet giving your ankles support throughout the day. I wore these boots on day one and two for 12 hours each day. I work retail so I'm on my feet ALL day on tile flooring, which can be extremely painful at times, but these boots are awesome! I will be ordering another pair." —TazN
Get them from Everlane for $130 (available in sizes 5–11).
3. Some Torrid sweater booties designed with an extra cushioned footbed and adjustable ankle strap exuding allllll the cozy vibes. Just imagine these paired with a sweater dress and some hot chocolate on a chilly day!
Promising review: "I was able to wear these for hours and forgot they were on. We danced, dined, and drove all day and my feet were still happy. I'd buy them again!" —DiDiLady82
Get them from Torrid for $34.75 (originally $69.50; available in sizes 6WW–13WW).
4. An elevated pair of combat-inspired leather booties featuring buckled ankle straps and lug soles capable of giving any outfit a little edge.
Note: Some reviewers say these run narrow.
Promising review: "These boots are absolutely gorgeous! You can tell they’re high quality right out of the box. The designer put a lot of thought into these boots, from the heel up to the laces, which have a leather-like look and match the overall shoe itself. These feel luxurious and are super comfortable and cozy. I had no trouble or pain walking around in them all day. These boots work with a variety of outfits and I can’t wait to wear them throughout winter, as they’re the perfect pair of boots for the season." —Melly90
Get them from Nordstrom for $139 (available in sizes 5–11).
5. A Steve Madden ankle bootie touting a Chelsea silhouette – with a twist. These beauties showcase gorgeous rhinestones dotted around the ankle *or* a gold chain accent sure to keep heads turning all day long.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "Perfect on-the-go stylish boot. Purchased for travel to Europe and the forecast was rainy. They were perfect for cobblestone streets; the tread was terrific, comfortable as can be for a heeled boot walking for miles a day, and I received many compliments on them! Best purchase in a long time for reasonable weather wear! Love them! " —Amanda
Get them from Amazon for $63+ (available in sizes 5.5–11 with wide options, plus two black styles).
Plus, here are a bunch of other Chelsea boots to treat yourself to.
6. Some pointed-toe high-heel Dream Pairs booties capable of elevating any 'fit you have on. Seriously, try them with jeans, shorts, a skirt, dress – you name it and these beauties are practically guaranteed to look ✨fab✨.
Promising review: "I love these boots! I wore them for over nine hours the first time out of the box and had no complaints. I felt amazing in these boots. This is my second pair of Dream Pairs and I'm holding myself back from buying more." —Just Jenn
Get them from Amazon for $34.99+ (available in sizes 5–11 and two black styles).
7. A pair of leather Harley-Davidson ankle boots complete with a harness and buckle detail plus a lace-up front that are truly the physical embodiment of the word "badass."
Promising review: "They are extremely comfortable and not heavy at all. Very durable and quite stylish. I have searched everywhere for a biker boot, including Harley stores, and nothing even comes close. The fit is perfect, plenty of toe space...no scrunched toes..the width is perfect, the arch support is just the right amount, and they are true to size. To say I am pleased is an understatement...I love my new boots. 🙂" —Tante B.
Get them from Amazon for $97.99+ (available in sizes 5–11).
And here's where you can grab some cute knee-high boots if you're also looking for those!
8. A luxe pair of Tecovas leather Western-style booties reviewers love so much they're basically writing love letters to them (and you probably would too).
Promising review: "I was a bit hesitant to wear my new boots to an all-day activity, but I am so glad I did! Absolutely no 'break-in' period with these and I love that they are super versatile for a trip to the office or for a night out on the town. Will be buying more. Tecovas has gained a lifelong customer." —Riquanda W
Get them from Tecovas for $245 (available in sizes 5–12).
9. Some Dr. Marten's black platform boots equipped with "bouncing" AirWave soles and a leather exterior for the *ultimate* comfort and style combo.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: Some reviewers suggest ordering one size down. Also, if they feel a little tight at first, that's totally normal! Give them some time to be broken in and they'll be your faves in no time.
Promising review: "I've been lusting over these black platform boots for what feels like years. I finally decided to buy them and I'm so glad I did! They are of very high quality. The leather is sturdy and the platform is made of thick rubber. The platform provides support but is just flexible enough to make walking around very easy. After about a week of wear, the leather molds to your feet and they become incredibly comfortable. And of course, they look great! They are definitely a statement piece." —Jamara
Get them from Amazon for $199.95 (available in women's sizes 5–15 and men's sizes 4–14 and five colors).
10. A pair of waterproof suede leather Sorel bootles complete with a hidden wedge for some added height plus an insulated footbed to keep achy feet at bay.
Promising review: "Bought these for a trip to Boston, needed adequate tread, but since I live in the southeast, I needed something not too heavy/wintery, cute, good for walking, and warm enough. I brought these and a pair of sneakers on my trip, concerned that the wedge would become uncomfortable with the amount of walking. Boy, was I wrong and THOROUGHLY impressed. We walked over 25 miles in Boston, I wore these all but one day. I never once had sore feet, tired legs, or blisters. I will definitely consider buying another pair in a similar style. Five stars!" —JBCB2
Get them from Amazon for $138.27+ (available in sizes 5–12).
11. A suuuper cozy Bearpaw ankle boot to slip on when you want to feel like you're walking around with your feet nestled in little clouds all day.
Promising review: "I've bought several pairs of boots from this brand and they are, in my opinion, just as good for my purposes as the more expensive brands. They hold up well with weekly use during the winter and are a great option for throwing on my feet to get the mail, take my kid to the bus stop, run a few quick errands, etc. They keep my feet warm even without socks and fit true to size. I love the shorter option as well, which makes it even easier to throw them on and head out the door." —KarenT
Get them from Amazon for $39.99+ (available in sizes 5–13 with wide options).
12. Some dazzling stretch knit Torrid booties decked out in rhinestones for those days and nights when you wouldn't mind some extra compliments.
Promising review: "I just received them and I absolutely love them! They are sparkly and comfy! The heel height makes these versatile to wear dressy or casually! I will be wearing these for my festivities coming up and just any time I want a sparkly pick me up!!! I give 5 stars!" —Never had a nickname
Get them from Torrid for $55.57 (originally $85.50; available in sizes 6WW–13WW).
13. A highly rated pair of Asgard Chelsea rain boots so stylish you definitely don't have to only wear them when it's raining – but hey, if it does start drizzling, you'll be prepared.
Promising review: "I loooove these boots! They fit as expected (if not a little better) and are very comfortable to wear all day. I was completely amazed by how cute and comfortable they are! Not to mention, they go well with anything you wear! I wore these with jeans on Tuesday and on Wednesday I wore with a sweater dress." —Myra G
Get them from Amazon for $30.99+ (available in sizes 4–12 and three black options).
How about some fun raincoats to match for when it does rain?
14. A lightweight Soul Naturalizer ankle boot complete with memory foam insoles you won't mind clocking a whole lot of hours in. Plus, these booties pair with virtually anything, casual OR dressy – yay for versatile footwear!
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "These are the most comfortable boots I own! I am so happy with this purchase! They are supportive in the right places and super cushioned! I am going to order another pair in a different color and save my feet a lot of grief from other boots I own! Love them!" —A. Brandon
Get them from Amazon for $79.95+ (available in sizes 5–11 with wide options).
15. Some unique L'Artiste ankle booties boasting hand-painted and embossed suede leather dotted with tiny gold floral accents worthy of winning the heart of anyone who appreciates ~vintage~ fashion.
Promising review: "Absolutely gorgeous! I LOVE these boots! I wore these to a concert and was able to comfortably walk in them all night. Definitely worth the buy." —Sara kennedy
Get them from Amazon for $159.95 (available in sizes 5–12).
16. A winter-ready pair of faux suede Torrid wedge booties designed with adjustable ankle straps and laces even people who never wear heels adore.
Promising review: "These boots are amazing. I was worried about the heel height and comfort because I don’t usually wear heels this high. However, the comfort was one of the best features of these shoes. I guess because it’s a wedge I felt very comfortable wearing a higher heel. I am extremely happy with my purchase and the price was unbeatable. Thank you, Torrid!" —Romie33
Get them from Torrid for $39.30 (originally $65.50; available in sizes 6WW–13WW).
And here are some other comfortable boots for people with wide feet.
17. A show-stopping studded platform high heel ankle boot you'll be lookin' reallll ~sharp~ in (just tread carefully around balloons).
Promising review: "Good gravy, Marie! These booties are everything. I am so glad I bought them, I normally don't wear this high of a heel anymore. For these babies, I'll make an exception. The construction is solid, I feel stable in them. The spike details are metal. No rubbing or pinching. So unique and they give off bad b**** energy, which I am here for." —Diabolicalgirl
Get them from Amazon for $45.52+ (available in sizes 6–10).
18. Some comfy Dr. Scholl's wedge ankle booties for anyone yearning for a little height (but not in the form of a block or stiletto heel). Reviewers praise these gems for being incredibly comfortable for hours (and hours and hours).
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: Some reviewers suggest ordering a size up.
Promising review: "I put these boot heel shoes on at 6 a.m. and wore them until 4 a.m. the next morning. My feet feel fine. Like I was wearing slippers or fleece snuggle boots. The balls of my feet don’t hurt, my toes aren’t sore, and I have zero pain. I wore these shoes for 22 straight hours. 22 HOURS WITHOUT TAKING THEM OFF. SLEPT IN THEM. PACED THE HALLS IN THEM. Get a size up BUT ORDER THE FRIGGEN SHOES. Worth it. Amazing." —Rachel
Get them from Amazon for $72 (available in sizes 6–11).
19. A strikingly gorgeous pair of faux suede black ankle booties reviewers say are even prettier in person and totally surpassed their expectations. For the price point, these gems are a total steal!
Promising review: "I am so in love with them. The pictures do not do them justice because it is hard to capture how sparkly and beautiful they are. They are comfortable and so well made. They're durable and have held up great with wear. I am also impressed by how beautifully packaged they were. It felt like they were an expensive, luxury item. Never stop making these! I must have a pair forever" —Amazon Customer
Get them from Amazon for $59.99+ (available in sizes 6–11).
20. A water-repellent Skechers zip-up black ankle boot coated with a winter lining so warm and comfortable reviewers are calling them "magical."
Promising review: "These booties are so cute and extremely comfortable! They are water resistant and have memory foam built in. The wedge is the perfect height. High enough to be cute, but not so high that they're uncomfortable. The fit is as expected. I ordered my usual shoe size and they fit perfectly. I have worn them to stand and walk for moderate lengths of time and had no foot or back pain. I didn't expect them to be this comfortable! They're also warm, which is nice. I love the look of them, too. They can be dressed up or down and go with a lot of different outfits and styles. The side zipper gives a little sporty accent, as well. They've become my absolute favorite winter footwear, and I love them so much that I bought another pair in another color. Highly, highly recommend." —Nurse_Natalie
Get them from Amazon for $79.99 (available in sizes 6.5–11).
21. Some glossy Dr. Martens patent leather ankle boots for Doc fans yearning for some ~shine~ in their collection. Plus, these come with elastic side gussets to make putting them on and taking them off a breeze.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: Reviewers say these boots might take a few wears to fully break in.
Promising review: "My daughter wore these on a trip to New York and they kept her feet warm and dry! They are also super cute on her and not as bulky as they appear. She loves them!" —Meredith D. Owens
Get them from Amazon for $112.04+ (available in sizes 5–11).
22. A pair of Toms leather and suede ankle wedge booties designed with stretchy side panels and cushioned footbeds so you can enjoy a slightly better view at your next concert without wishing your feet would stop aching.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "These are adorable! So many compliments. Very comfortable! I wore them all night bartending and my feet didn’t hurt at all!!!" —marybeth
Get them from Amazon for $57.03+ (available in sizes 5–12).
23. A super durable leather Timberland work boot featuring a waterproof leather upper, some serious tread and slip-resistance, a moisture-wicking lining, and a steel toe that are sure to win a spot at the *very front* of your closet.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "Ever since I first put on a pair of Timberland Pro boots, I have been singing praises for them! I tell all my coworkers these are the best, most comfortable, most durable steel/composite work shoe ever! Timberland Pro put out a women's boot that is truly engineered for comfort. I wear them all day and my feet are great. The minute I put on Timberlands my feet have been happy feet. I work on asphalt and steel and do a lot of climbing on uneven surfaces and tight spaces. I am a longshorewoman ILWU class A, almost 20 years. There aren't many boots that will hold up in this industry like a Timberland shoe. Do yourself a one up and try these." —Doll
Get them from Amazon for $149.99 (available in sizes 6–11).
24. Some practical Blowfish Malibu Chelsea-style ankle boots touting a purposefully-distressed look and a convenient back zipper you won't have to worry about breaking in.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "So cute and affordable. This is my second pair of Blowfish boots and I really like them. They look like expensive leather even though they aren’t. I get lots of compliments on them. Great with skinny jeans. Super comfy too." —Nancy T.
Get them from Amazon for $34.32+ (available in sizes 6–11).
25. A pair of chunky heel ankle boots designed with decorative lace accents OR stylish straps situated at the intersection of classic and dressy.
Note: Some reviewers suggest ordering a half to full size up.
Promising review: "These are so super cute and really comfortable! Perfectly comfortable for all day (9+ hours), even if much of that is standing or walking. The material looks nice and seems sturdy. The soles have good grip. I got the side lace up style in black. I will be getting more in other colors/ designs." —Amazon Customer
Get them from Amazon for $39.99+ (available in sizes 5–12 and two black styles).
26. A chic black Ugg boot with a suede upper, super plush lining, and – wait for it – wedges! Yep, Uggs with wedges. We love, love, love to see it.
Note: Some reviewers suggest ordering a size up.
Promising review: "I’ve been wearing these for well over a year and they are my go-to everyday boots. So warm, I love the slight wedge heel. These are more slim fitting than traditional Uggs and I just bought a second pair. I did size up and am so happy I did. Now getting a third pair!" —Lisa
Get them from DSW for $149.99 (available in sizes 6–11).
27. And some splurge-worthy Tory Burch booties complete with a a lug sole, lace-up front, and tumbled leather, calfskin, and suede upper to effortlessly ~tie together~ anything you throw on.
Promising review: "These are a must-have to add to every closet – a timeless boot that can be worn with jeans or shorts/a skirt – comfortable enough to fly or walk long distance. Mixed textures and gold details give these boots a posh look. Every time I wear them I receive compliments. Definitely going to purchase every color! Don’t think about it, just purchase them!!!" —Geetah
Get them from Tory Burch for $458 (available in sizes 5–11).
Psst, here's where you can find even more combat-style boots!
Tbh, my reaction to each of these boots:
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The reviews for this post have been edited for length and/or clarity.